(2S,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylic acid

Details

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Internal ID f4739815-3de5-4213-98a9-2e6d98e2b3fe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(CO6)O)O)O)C)C)C2C1)C)C(=O)O)C(=O)O
SMILES (Isomeric) C[C@@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O)C)C)[C@@H]2C1)C)C(=O)O)C(=O)O
InChI InChI=1S/C35H54O10/c1-30(28(40)41)12-14-35(29(42)43)15-13-33(4)19(20(35)16-30)6-7-23-31(2)10-9-24(45-27-26(39)25(38)21(37)17-44-27)32(3,18-36)22(31)8-11-34(23,33)5/h6,20-27,36-39H,7-18H2,1-5H3,(H,40,41)(H,42,43)/t20-,21-,22+,23+,24-,25-,26+,27-,30-,31-,32+,33+,34+,35-/m0/s1
InChI Key MMUZCGDUYFPTGC-UNYAZNFHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H54O10
Molecular Weight 634.80 g/mol
Exact Mass 634.37169792 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.73
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7437 74.37%
Caco-2 - 0.8419 84.19%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8455 84.55%
OATP2B1 inhibitior - 0.5752 57.52%
OATP1B1 inhibitior + 0.7923 79.23%
OATP1B3 inhibitior - 0.2815 28.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5548 55.48%
BSEP inhibitior + 0.5786 57.86%
P-glycoprotein inhibitior + 0.6978 69.78%
P-glycoprotein substrate - 0.6360 63.60%
CYP3A4 substrate + 0.7037 70.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7914 79.14%
CYP2C9 inhibition - 0.9133 91.33%
CYP2C19 inhibition - 0.9048 90.48%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.8428 84.28%
CYP2C8 inhibition + 0.6461 64.61%
CYP inhibitory promiscuity - 0.9683 96.83%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6912 69.12%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9277 92.77%
Skin irritation - 0.5389 53.89%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6873 68.73%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7934 79.34%
skin sensitisation - 0.9246 92.46%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.5462 54.62%
Acute Oral Toxicity (c) III 0.7277 72.77%
Estrogen receptor binding + 0.6400 64.00%
Androgen receptor binding + 0.7164 71.64%
Thyroid receptor binding - 0.5710 57.10%
Glucocorticoid receptor binding + 0.6361 63.61%
Aromatase binding + 0.6442 64.42%
PPAR gamma + 0.6143 61.43%
Honey bee toxicity - 0.7783 77.83%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6550 65.50%
Fish aquatic toxicity + 0.9525 95.25%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.09% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.43% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.93% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.28% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.91% 94.45%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.88% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.25% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.27% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.01% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.00% 93.00%
CHEMBL5028 O14672 ADAM10 81.83% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.64% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Chenopodium quinoa

Cross-Links

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PubChem 162910413
LOTUS LTS0000955
wikiData Q105168099